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enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:00 UTC

HMDB ID

HMDB0015478

Secondary Accession Numbers

HMDB15478

Metabolite Identification

Common Name

Bambuterol

Description

Bambuterol is only found in individuals that have used or taken this drug. It is a long acting beta-adrenoceptor agonist used in the treatment of asthma. It is a prodrug of terbutaline.The pharmacologic effects of bambuterol are at least in part attributable to stimulation through beta-adrenergic receptors (beta 2 receptors) of intracellular adenyl cyclase, the enzyme that catalyzes the conversion of adenosine triphosphate (ATP) to cyclic AMP. Increased cyclic AMP levels are associated with relaxation of bronchial smooth muscle and inhibition of release of mediators of immediate hypersensitivity from cells, especially from mast cells.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

1408
  Mrv0541 02231215282D          

 26 26  0  0  1  0            999 V2000
    3.7935    1.4991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.6260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.6260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.3241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.6260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.6260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3495    2.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5245    3.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -2.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -2.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -3.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  2 18  1  0  0  0  0
  2 21  1  0  0  0  0
  3 19  1  0  0  0  0
  3 22  1  0  0  0  0
  4 21  2  0  0  0  0
  5 22  2  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 21  1  0  0  0  0
  7 23  1  0  0  0  0
  7 24  1  0  0  0  0
  8 22  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  2  0  0  0  0
 18 20  1  0  0  0  0
 19 20  2  0  0  0  0
M  END

HMDB0243721
     RDKit          3D
(S)-Bambuterol
 55 55  0  0  0  0  0  0  0  0999 V2000
    3.5434    5.5012   -1.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7627    4.3166   -0.4900 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9668    4.1379    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    3.3007   -0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7510    3.4247   -1.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8932    2.1597    0.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8835    1.2082    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -0.0564   -0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0819   -0.9943   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2607   -2.2844   -0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8870   -3.1889    0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2138   -2.7328    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1662   -4.5267   -0.2085 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230   -5.1600   -1.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8488   -5.3256    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1615   -0.6257    0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799    0.6113    0.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7017    1.0442    1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3128    1.6006    2.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -0.0688    1.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1925   -0.7980    0.5718 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2870   -0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5972    0.8158   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6174   -1.3932   -1.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4154    0.2208    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.5555    0.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9184    6.2270   -0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    5.2255   -2.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4803    5.9631   -1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041    3.3321    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452    5.0660    0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8195    3.8486   -0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.3474   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6702   -5.1779   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5239   -6.2243   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9612   -4.7095   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0683   -5.9492    1.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5966   -5.9894    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3326   -4.6491    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9499   -1.3490    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709    1.8477    0.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7474    0.8838    2.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9682   -0.8115    2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3561    0.2183    2.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2512   -1.8371    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0006    0.7042   -2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5047    0.7154   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8707    1.8161   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2038   -2.1600   -0.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3178   -0.8871   -1.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830   -1.8520   -1.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9671    0.8592   -0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2302    0.8304    1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1046   -0.5944    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4813    2.5450    1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 17 26  2  0
 26  7  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 23 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
M  END

1408
  Mrv0541 02231215282D          

 26 26  0  0  1  0            999 V2000
    3.7935    1.4991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.6260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.6260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.3241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.6260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.6260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3495    2.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5245    3.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -2.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -2.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -3.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  2 18  1  0  0  0  0
  2 21  1  0  0  0  0
  3 19  1  0  0  0  0
  3 22  1  0  0  0  0
  4 21  2  0  0  0  0
  5 22  2  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 21  1  0  0  0  0
  7 23  1  0  0  0  0
  7 24  1  0  0  0  0
  8 22  1  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 18  2  0  0  0  0
 18 20  1  0  0  0  0
 19 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015478

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C(=O)OC1=CC(=CC(OC(=O)N(C)C)=C1)C(O)CNC(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C18H29N3O5/c1-18(2,3)19-11-15(22)12-8-13(25-16(23)20(4)5)10-14(9-12)26-17(24)21(6)7/h8-10,15,19,22H,11H2,1-7H3

> <INCHI_KEY>
ANZXOIAKUNOVQU-UHFFFAOYSA-N

> <FORMULA>
C18H29N3O5

> <MOLECULAR_WEIGHT>
367.44

> <EXACT_MASS>
367.210721053

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.74381028645164

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[2-(tert-butylamino)-1-hydroxyethyl]-5-[(dimethylcarbamoyl)oxy]phenyl N,N-dimethylcarbamate

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
1.3973544953333334

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.909501783442678

> <JCHEM_PKA_STRONGEST_BASIC>
9.522639831000232

> <JCHEM_POLAR_SURFACE_AREA>
91.33999999999999

> <JCHEM_REFRACTIVITY>
98.2791

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bambuterol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243721
     RDKit          3D
(S)-Bambuterol
 55 55  0  0  0  0  0  0  0  0999 V2000
    3.5434    5.5012   -1.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7627    4.3166   -0.4900 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9668    4.1379    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    3.3007   -0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7510    3.4247   -1.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8932    2.1597    0.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8835    1.2082    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -0.0564   -0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0819   -0.9943   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2607   -2.2844   -0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8870   -3.1889    0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2138   -2.7328    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1662   -4.5267   -0.2085 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230   -5.1600   -1.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8488   -5.3256    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1615   -0.6257    0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799    0.6113    0.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7017    1.0442    1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3128    1.6006    2.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -0.0688    1.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1925   -0.7980    0.5718 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2870   -0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5972    0.8158   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6174   -1.3932   -1.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4154    0.2208    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.5555    0.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9184    6.2270   -0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    5.2255   -2.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4803    5.9631   -1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041    3.3321    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452    5.0660    0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8195    3.8486   -0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.3474   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6702   -5.1779   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5239   -6.2243   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9612   -4.7095   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0683   -5.9492    1.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5966   -5.9894    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3326   -4.6491    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9499   -1.3490    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709    1.8477    0.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7474    0.8838    2.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9682   -0.8115    2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3561    0.2183    2.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2512   -1.8371    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0006    0.7042   -2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5047    0.7154   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8707    1.8161   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2038   -2.1600   -0.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3178   -0.8871   -1.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830   -1.8520   -1.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9671    0.8592   -0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2302    0.8304    1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1046   -0.5944    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4813    2.5450    1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 17 26  2  0
 26  7  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 23 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1408                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       7.081   2.798   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       5.748  -2.592   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      11.082  -2.592   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.081  -4.902   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       9.748  -4.902   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       9.748   4.338   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       4.414  -4.902   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      12.416  -4.902   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      11.082   5.108   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748   2.798   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   2.028   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.852   3.775   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.312   6.442   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.416   5.878   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.415   0.488   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.748  -0.282   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081  -0.282   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.081  -1.822   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.748  -1.822   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.415  -2.592   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.748  -4.132   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.082  -4.132   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.080  -4.132   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.414  -6.442   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.750  -4.132   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.416  -6.442   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2   18   21                                                       
CONECT    3   19   22                                                       
CONECT    4   21                                                            
CONECT    5   22                                                            
CONECT    6    9   10                                                       
CONECT    7   21   23   24                                                  
CONECT    8   22   25   26                                                  
CONECT    9    6   12   13   14                                             
CONECT   10    6   11                                                       
CONECT   11    1   10   15                                                  
CONECT   12    9                                                            
CONECT   13    9                                                            
CONECT   14    9                                                            
CONECT   15   11   16   17                                                  
CONECT   16   15   19                                                       
CONECT   17   15   18                                                       
CONECT   18    2   17   20                                                  
CONECT   19    3   16   20                                                  
CONECT   20   18   19                                                       
CONECT   21    2    4    7                                                  
CONECT   22    3    5    8                                                  
CONECT   23    7                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
CONECT   26    8                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0257072
HETATM    1  C1  UNL     1      -3.280   4.665  -1.194  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.784   4.320   0.119  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.848   5.261   1.211  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.228   3.039   0.326  1.00  0.00           C  
HETATM    5  O1  UNL     1      -1.797   2.730   1.465  1.00  0.00           O  
HETATM    6  O2  UNL     1      -2.157   2.123  -0.716  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.608   0.869  -0.495  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.402  -0.176  -0.146  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.859  -1.415   0.073  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.710  -2.461   0.428  1.00  0.00           O  
HETATM   11  C7  UNL     1      -3.304  -3.302  -0.485  1.00  0.00           C  
HETATM   12  O4  UNL     1      -3.077  -3.133  -1.705  1.00  0.00           O  
HETATM   13  N2  UNL     1      -4.158  -4.346  -0.062  1.00  0.00           N  
HETATM   14  C8  UNL     1      -4.757  -5.204  -1.059  1.00  0.00           C  
HETATM   15  C9  UNL     1      -4.418  -4.538   1.340  1.00  0.00           C  
HETATM   16  C10 UNL     1      -0.498  -1.587  -0.065  1.00  0.00           C  
HETATM   17  C11 UNL     1       0.335  -0.548  -0.417  1.00  0.00           C  
HETATM   18  C12 UNL     1       1.814  -0.737  -0.556  1.00  0.00           C  
HETATM   19  O5  UNL     1       2.188  -1.431   0.588  1.00  0.00           O  
HETATM   20  C13 UNL     1       2.531   0.531  -0.806  1.00  0.00           C  
HETATM   21  N3  UNL     1       3.890   0.588  -1.003  1.00  0.00           N  
HETATM   22  C14 UNL     1       4.894   0.349  -0.091  1.00  0.00           C  
HETATM   23  C15 UNL     1       4.905   1.228   1.142  1.00  0.00           C  
HETATM   24  C16 UNL     1       6.257   0.740  -0.782  1.00  0.00           C  
HETATM   25  C17 UNL     1       5.084  -1.072   0.313  1.00  0.00           C  
HETATM   26  C18 UNL     1      -0.224   0.680  -0.632  1.00  0.00           C  
HETATM   27  H1  UNL     1      -3.127   5.746  -1.405  1.00  0.00           H  
HETATM   28  H2  UNL     1      -4.381   4.441  -1.219  1.00  0.00           H  
HETATM   29  H3  UNL     1      -2.809   4.015  -1.941  1.00  0.00           H  
HETATM   30  H4  UNL     1      -3.885   5.516   1.513  1.00  0.00           H  
HETATM   31  H5  UNL     1      -2.340   4.862   2.119  1.00  0.00           H  
HETATM   32  H6  UNL     1      -2.313   6.216   0.948  1.00  0.00           H  
HETATM   33  H7  UNL     1      -3.487  -0.049  -0.035  1.00  0.00           H  
HETATM   34  H8  UNL     1      -3.986  -5.456  -1.829  1.00  0.00           H  
HETATM   35  H9  UNL     1      -5.111  -6.123  -0.537  1.00  0.00           H  
HETATM   36  H10 UNL     1      -5.557  -4.665  -1.576  1.00  0.00           H  
HETATM   37  H11 UNL     1      -5.522  -4.596   1.520  1.00  0.00           H  
HETATM   38  H12 UNL     1      -3.995  -5.493   1.714  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.040  -3.733   1.973  1.00  0.00           H  
HETATM   40  H14 UNL     1      -0.098  -2.568   0.112  1.00  0.00           H  
HETATM   41  H15 UNL     1       1.927  -1.424  -1.446  1.00  0.00           H  
HETATM   42  H16 UNL     1       1.993  -0.846   1.370  1.00  0.00           H  
HETATM   43  H17 UNL     1       2.047   0.952  -1.766  1.00  0.00           H  
HETATM   44  H18 UNL     1       2.193   1.305  -0.057  1.00  0.00           H  
HETATM   45  H19 UNL     1       4.181   0.817  -1.985  1.00  0.00           H  
HETATM   46  H20 UNL     1       5.866   1.031   1.662  1.00  0.00           H  
HETATM   47  H21 UNL     1       4.915   2.309   0.876  1.00  0.00           H  
HETATM   48  H22 UNL     1       4.105   0.957   1.856  1.00  0.00           H  
HETATM   49  H23 UNL     1       6.222   1.786  -1.082  1.00  0.00           H  
HETATM   50  H24 UNL     1       6.415   0.084  -1.656  1.00  0.00           H  
HETATM   51  H25 UNL     1       7.081   0.558  -0.070  1.00  0.00           H  
HETATM   52  H26 UNL     1       6.193  -1.309   0.292  1.00  0.00           H  
HETATM   53  H27 UNL     1       4.720  -1.313   1.338  1.00  0.00           H  
HETATM   54  H28 UNL     1       4.637  -1.748  -0.442  1.00  0.00           H  
HETATM   55  H29 UNL     1       0.364   1.560  -0.910  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    4
CONECT    3   30   31   32
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8    8   26
CONECT    8    9   33
CONECT    9   10   16   16
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   15
CONECT   14   34   35   36
CONECT   15   37   38   39
CONECT   16   17   40
CONECT   17   18   26   26
CONECT   18   19   20   41
CONECT   19   42
CONECT   20   21   43   44
CONECT   21   22   45
CONECT   22   23   24   25
CONECT   23   46   47   48
CONECT   24   49   50   51
CONECT   25   52   53   54
CONECT   26   55
END

HMDB0243721
     RDKit          3D
(S)-Bambuterol
 55 55  0  0  0  0  0  0  0  0999 V2000
    3.5434    5.5012   -1.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7627    4.3166   -0.4900 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9668    4.1379    0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    3.3007   -0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7510    3.4247   -1.1977 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8932    2.1597    0.2992 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8835    1.2082    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0952   -0.0564   -0.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0819   -0.9943   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2607   -2.2844   -0.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8870   -3.1889    0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2138   -2.7328    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1662   -4.5267   -0.2085 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8230   -5.1600   -1.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8488   -5.3256    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1615   -0.6257    0.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3799    0.6113    0.7224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7017    1.0442    1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3128    1.6006    2.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150   -0.0688    1.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1925   -0.7980    0.5718 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2870   -0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5972    0.8158   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6174   -1.3932   -1.2414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4154    0.2208    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.5555    0.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9184    6.2270   -0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8977    5.2255   -2.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4803    5.9631   -1.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041    3.3321    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452    5.0660    0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8195    3.8486   -0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.3474   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6702   -5.1779   -2.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5239   -6.2243   -1.2354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9612   -4.7095   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0683   -5.9492    1.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5966   -5.9894    0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3326   -4.6491    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9499   -1.3490    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709    1.8477    0.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7474    0.8838    2.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9682   -0.8115    2.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3561    0.2183    2.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2512   -1.8371    0.7435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0006    0.7042   -2.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5047    0.7154   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8707    1.8161   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2038   -2.1600   -0.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3178   -0.8871   -1.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830   -1.8520   -1.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9671    0.8592   -0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2302    0.8304    1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1046   -0.5944    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4813    2.5450    1.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 17 26  2  0
 26  7  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  3 32  1  0
  8 33  1  0
 14 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 23 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-5-(2-(Tert-butylamino)-1-hydroxyethyl)-m-phenylene bis(dimethylcarbamate)	ChEBI
Bambuterolum	ChEBI
Terbutaline bis(dimethylcarbamate)	ChEBI
Terbutaline bisdimethylcarbamate	ChEBI
(+-)-5-(2-(Tert-butylamino)-1-hydroxyethyl)-m-phenylene bis(dimethylcarbamic acid)	Generator
Terbutaline bis(dimethylcarbamic acid)	Generator
Terbutaline bisdimethylcarbamic acid	Generator
Bambuterol hydrochloride	HMDB, MeSH
5-(2-(Tert-butylamino)-1-hydroxyethyl)-3-phenylene bis(dimethylcarbamate)	MeSH, HMDB

Chemical Formula

C₁₈H₂₉N₃O₅

Average Molecular Weight

367.44

Monoisotopic Molecular Weight

367.210721053

IUPAC Name

3-[2-(tert-butylamino)-1-hydroxyethyl]-5-[(dimethylcarbamoyl)oxy]phenyl N,N-dimethylcarbamate

Traditional Name

bambuterol

CAS Registry Number

81732-46-9

SMILES

CN(C)C(=O)OC1=CC(=CC(OC(=O)N(C)C)=C1)C(O)CNC(C)(C)C

InChI Identifier

InChI=1S/C18H29N3O5/c1-18(2,3)19-11-15(22)12-8-13(25-16(23)20(4)5)10-14(9-12)26-17(24)21(6)7/h8-10,15,19,22H,11H2,1-7H3

InChI Key

ANZXOIAKUNOVQU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxy compounds. These are aromatic compounds contaning a phenoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenoxy compounds

Direct Parent

Phenoxy compounds

Alternative Parents

Substituents

Phenoxy compound
Aralkylamine
Carbamic acid ester
1,2-aminoalcohol
Carbonic acid derivative
Secondary alcohol
Secondary aliphatic amine
Secondary amine
Organic oxide
Alcohol
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Amine
Aromatic alcohol
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

carbamate ester (CHEBI:553827 )
phenylethanolamines (CHEBI:553827 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.47 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	189.7	30932474
[M+H]+	Not Available	189.236	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000886

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.47 g/L	ALOGPS
logP	1.69	ALOGPS
logP	1.4	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	13.91	ChemAxon
pKa (Strongest Basic)	9.52	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.34 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	98.28 m³·mol⁻¹	ChemAxon
Polarizability	40.74 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	188.89	31661259
DarkChem	[M-H]-	184.168	31661259
DeepCCS	[M+H]+	188.825	30932474
DeepCCS	[M-H]-	186.414	30932474
DeepCCS	[M-2H]-	220.813	30932474
DeepCCS	[M+Na]+	195.986	30932474
AllCCS	[M+H]+	188.9	32859911
AllCCS	[M+H-H2O]+	186.4	32859911
AllCCS	[M+NH4]+	191.2	32859911
AllCCS	[M+Na]+	191.9	32859911
AllCCS	[M-H]-	192.1	32859911
AllCCS	[M+Na-2H]-	193.0	32859911
AllCCS	[M+HCOO]-	194.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bambuterol	CN(C)C(=O)OC1=CC(=CC(OC(=O)N(C)C)=C1)C(O)CNC(C)(C)C	2992.4	Standard polar	33892256
Bambuterol	CN(C)C(=O)OC1=CC(=CC(OC(=O)N(C)C)=C1)C(O)CNC(C)(C)C	2499.9	Standard non polar	33892256
Bambuterol	CN(C)C(=O)OC1=CC(=CC(OC(=O)N(C)C)=C1)C(O)CNC(C)(C)C	2632.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bambuterol,1TMS,isomer #1	CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(CNC(C)(C)C)O[Si](C)(C)C)=C1	2450.5	Semi standard non polar	33892256
Bambuterol,1TMS,isomer #2	CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(O)CN(C(C)(C)C)[Si](C)(C)C)=C1	2652.3	Semi standard non polar	33892256
Bambuterol,2TMS,isomer #1	CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(CN(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C1	2682.3	Semi standard non polar	33892256
Bambuterol,2TMS,isomer #1	CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(CN(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C1	2916.3	Standard non polar	33892256
Bambuterol,2TMS,isomer #1	CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(CN(C(C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=C1	3041.1	Standard polar	33892256
Bambuterol,1TBDMS,isomer #1	CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(CNC(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1	2666.7	Semi standard non polar	33892256
Bambuterol,1TBDMS,isomer #2	CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(O)CN(C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2940.6	Semi standard non polar	33892256
Bambuterol,2TBDMS,isomer #1	CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(CN(C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1	3150.5	Semi standard non polar	33892256
Bambuterol,2TBDMS,isomer #1	CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(CN(C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1	3264.8	Standard non polar	33892256
Bambuterol,2TBDMS,isomer #1	CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(CN(C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C1	3192.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bambuterol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0089-9051000000-22fa835c1eff90e954e6	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bambuterol GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9331100000-9dc7a25259694c19152c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bambuterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bambuterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bambuterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bambuterol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bambuterol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bambuterol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bambuterol , positive-QTOF	splash10-0006-1290000000-f8e18061114ec89ffeda	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 10V, Positive-QTOF	splash10-0uxr-2019000000-cd0d36bdebd51c0505ae	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 20V, Positive-QTOF	splash10-0f96-3095000000-14645268906fc9d71d8d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 40V, Positive-QTOF	splash10-054p-9160000000-6b37d9f44bc31a8a02dd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 10V, Negative-QTOF	splash10-014i-1019000000-3105d051bc7563c1e14e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 20V, Negative-QTOF	splash10-00xs-6049000000-56f93f52c83de0098562	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 40V, Negative-QTOF	splash10-0079-9020000000-6092c2a26ade13403206	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 10V, Positive-QTOF	splash10-01ox-0097000000-59065fd807bf7b09b8b5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 20V, Positive-QTOF	splash10-0006-1091000000-4314fd0cf6519413f776	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 40V, Positive-QTOF	splash10-0a4i-9020000000-da64f9013f56d086364a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 10V, Negative-QTOF	splash10-014i-1089000000-e4cb4177a00e80a1e4f4	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 20V, Negative-QTOF	splash10-00dr-3090000000-4978a3a4fc785585a93c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bambuterol 40V, Negative-QTOF	splash10-05fu-2190000000-9dc22a3db229b8784fb7	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01408	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01408	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01408

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

49466

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bambuterol

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

553827

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Cholinesterase

General function:: Involved in carboxylesterase activity
Specific function:: Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:: BCHE
Uniprot ID:: P06276
Molecular weight:: 68417.575

References

Gazic I, Bosak A, Sinko G, Vinkovic V, Kovarik Z: Preparative HPLC separation of bambuterol enantiomers and stereoselective inhibition of human cholinesterases. Anal Bioanal Chem. 2006 Aug;385(8):1513-9. Epub 2006 Jul 25. [PubMed:16865342 ]

Enzyme Details

2. Beta-2 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. The beta-2-adrenergic receptor binds epinephrine with an approximately 30-fold greater affinity than it does norepinephrine
Gene Name:: ADRB2
Uniprot ID:: P07550
Molecular weight:: 46458.3

References

Rosberg B, Schroder C, Nyberg L, Rosenborg J, Wiren JE: Bambuterol and terbutaline in human cerebrospinal fluid and plasma. Eur J Clin Pharmacol. 1993;45(2):147-50. [PubMed:8223836 ]
Svensson LA: Bambuterol, a bronchodilator prodrug with sustained action, enhances delivery of active drug to the lung. Agents Actions Suppl. 1988;23:271-6. [PubMed:3262993 ]
Waldeck B: Beta-adrenoceptor agonists and asthma--100 years of development. Eur J Pharmacol. 2002 Jun 7;445(1-2):1-12. [PubMed:12065188 ]
Coleman RA, Johnson M, Nials AT, Vardey CJ: Exosites: their current status, and their relevance to the duration of action of long-acting beta 2-adrenoceptor agonists. Trends Pharmacol Sci. 1996 Sep;17(9):324-30. [PubMed:8885698 ]
Zhang D, Cheng M, Hyun MH, Xiong Z, Pan L, Li F: Enantiomeric separation of beta2-agonists on macrocyclic antibiotic chiral stationary phases in high performance liquid chromatography. Pharmazie. 2007 Nov;62(11):836-40. [PubMed:18065099 ]
Chou YL, Wu CC, Wang HW: Effects of bambuterol and terbutaline on isolated rat's tracheal smooth muscle. Eur Arch Otorhinolaryngol. 2010 Aug;267(8):1305-11. doi: 10.1007/s00405-009-1173-7. Epub 2009 Dec 12. [PubMed:20012638 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Bambuterol (HMDB0015478)

MOL for HMDB0015478 (Bambuterol)

3D MOL for HMDB0015478 (Bambuterol)

3D SDF for HMDB0015478 (Bambuterol)

3D-SDF for HMDB0015478 (Bambuterol)

PDB for HMDB0015478 (Bambuterol)

3D PDB for HMDB0015478 (Bambuterol)

SMILES for HMDB0015478 (Bambuterol)

INCHI for HMDB0015478 (Bambuterol)

Structure for HMDB0015478 (Bambuterol)

3D Structure for HMDB0015478 (Bambuterol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References